3a,6,7,7a-Tetrahydro-4H-isoxazolo[4,5-c]pyridine-3,5-dicarboxylic acid 5-tert-butyl ester 3-ethyl ester

Base Information

• Chemical Name: 3a,6,7,7a-Tetrahydro-4H-isoxazolo[4,5-c]pyridine-3,5-dicarboxylic acid 5-tert-butyl ester 3-ethyl ester
• CAS No.: 912265-92-0
• Molecular Formula: C₁₄H₂₀N₂O₅
• Molecular Weight: 296.323
• Mol file: 912265-92-0.mol

Synonyms:3a,6,7,7a-Tetrahydro-4H-isoxazolo[4,5-c]pyridine-3,5-dicarboxylic acid 5-tert-butyl ester 3-ethyl ester

Chemical Property of 3a,6,7,7a-Tetrahydro-4H-isoxazolo[4,5-c]pyridine-3,5-dicarboxylic acid 5-tert-butyl ester 3-ethyl ester

Chemical Property:

• PSA: 81.87000
• LogP: 2.08240

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3a,6,7,7a-Tetrahydro-4H-isoxazolo[4,5-c]pyridine-3,5-dicarboxylic acid 5-tert-butyl ester 3-ethyl ester

There total 9 articles about 3a,6,7,7a-Tetrahydro-4H-isoxazolo[4,5-c]pyridine-3,5-dicarboxylic acid 5-tert-butyl ester 3-ethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 71.2%

ethyl 4,5,6,7-tetrahydroisoxazolo[4,5-c]pyridine-3-carboxylate (912330-17-7) + di-tert-butyl dicarbonate (24424-99-5) → 6,7-dihydro-4H-isoxazolo[4,5-c]pyridine-3,5-dicarboxylic acid-3-ethyl ester-5-tert-butyl ester (912265-92-0)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 1h;

Reference yield: 25.0%

4,5,6,7-tetrahydro-isoxazolo[4,5-c]pyridine-3-carboxylic acid-ethyl ester hydrochloride (912265-91-9) + di-tert-butyl dicarbonate (24424-99-5) → 6,7-dihydro-4H-isoxazolo[4,5-c]pyridine-3,5-dicarboxylic acid-3-ethyl ester-5-tert-butyl ester (912265-92-0)

Guidance literature:

With triethylamine; In 1,4-dioxane; water; at 0 - 20 ℃; for 12h;

Reference yield:

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → 6,7-dihydro-4H-isoxazolo[4,5-c]pyridine-3,5-dicarboxylic acid-3-ethyl ester-5-tert-butyl ester (912265-92-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: toluene-4-sulfonic acid / toluene / 2 h / Reflux

2.1: triethylamine / dichloromethane / 16 h / 20 °C

3.1: trifluoroacetic acid / dichloromethane / 0 °C / Reflux

3.2: 0 °C

4.1: dichloromethane / 0 - 20 °C

With triethylamine; trifluoroacetic acid; toluene-4-sulfonic acid; In dichloromethane; toluene;

upstream raw materials:

4,5,6,7-tetrahydro-isoxazolo[4,5-c]pyridine-3-carboxylic acid-ethyl ester hydrochloride

di-tert-butyl dicarbonate

ethyl 4,5,6,7-tetrahydroisoxazolo[4,5-c]pyridine-3-carboxylate

1-acetyl-4-piperidinone

Downstream raw materials:

4,5,6,7-tetrahydro-isoxazolo[4,5-c]pyridine-3-carboxylic acid-ethyl ester hydrochloride

3-(1-(4-chloro-2,5-dimethylphenylsulfonyl)piperidin-2-yl)-1-(3-(piperidine-1-carbonyl)-6,7-dihydroisoxazolo[4,5-c]pyridin-5(4H)-yl)propan-1-one

5-[(tert-butoxy)carbonyl]-4H,5H,6H,7H-[1,2]oxazolo[4,5-c]pyridine-3-carboxylic acid